Dear Bedtime

Had a dream last night you were spanking me with a hairbrush. I asked if this counts as cheating on my boyfriend and you said no. I said: “keep the jeans on, that way it doesn’t count as cheating”.

… Read the rest

Dear Bedtime #2

Someone asked (paraphrased for anonymity):

If a whore accepts she’s broken and harnesses her “broken-ness” to bring immense happiness and satisfaction to her man –and consequently herself– does that essentially “un-break” her?“

Perhaps. There are plenty of broken-but-functioning people in the world, and they seem to get that way by finding a groove in life that suits their limitations… your relationship with your dom could certainly provide that.… Read the rest “”

Dear Bedtime #1

Someone recently asked if I thought she should cheat on her age-appropriate boyfriend with her much-older college professor. I decided to answer her publicly for the edification of all.

Dear Aspiring Tramp:

I seldom give advice, and when I do, it should always be assumed to come with a disclaimer indicating that I’m not an authority on jack-shit.… Read the rest “”

Dear Bedtime

[CONTENT ADVISORY: Don’t ask, just move along.]

In privately relating her deepest sexual desire, a woman recently apologized for boring me with something “too tame”, and I thought it would be nice to publicly (albeit anonymously) reassure her that I found it far from tame.… Read the rest “”